JPH03193724A - アミノインドールを用いるケラチン質繊維の組成物 - Google Patents
アミノインドールを用いるケラチン質繊維の組成物Info
- Publication number
- JPH03193724A JPH03193724A JP2281749A JP28174990A JPH03193724A JP H03193724 A JPH03193724 A JP H03193724A JP 2281749 A JP2281749 A JP 2281749A JP 28174990 A JP28174990 A JP 28174990A JP H03193724 A JPH03193724 A JP H03193724A
- Authority
- JP
- Japan
- Prior art keywords
- composition
- aminoindole
- dyeing
- amino
- hair
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 181
- 239000000835 fiber Substances 0.000 title claims abstract description 36
- IHWDSEPNZDYMNF-UHFFFAOYSA-N 1H-indol-2-amine Chemical compound C1=CC=C2NC(N)=CC2=C1 IHWDSEPNZDYMNF-UHFFFAOYSA-N 0.000 title claims abstract description 19
- 102000011782 Keratins Human genes 0.000 title claims description 4
- 108010076876 Keratins Proteins 0.000 title claims description 4
- 210000004209 hair Anatomy 0.000 claims abstract description 91
- 238000004043 dyeing Methods 0.000 claims abstract description 56
- 238000000034 method Methods 0.000 claims abstract description 51
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 47
- 150000003839 salts Chemical class 0.000 claims abstract description 35
- 239000007800 oxidant agent Substances 0.000 claims abstract description 32
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 22
- 150000001875 compounds Chemical class 0.000 claims abstract description 22
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 claims abstract description 17
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 claims abstract description 6
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 5
- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical compound [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 claims abstract description 5
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 4
- 150000002367 halogens Chemical class 0.000 claims abstract description 4
- 239000005708 Sodium hypochlorite Substances 0.000 claims abstract description 3
- 230000002378 acidificating effect Effects 0.000 claims abstract description 3
- SOCTUWSJJQCPFX-UHFFFAOYSA-N dichromate(2-) Chemical compound [O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O SOCTUWSJJQCPFX-UHFFFAOYSA-N 0.000 claims abstract description 3
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 claims abstract description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Natural products CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 72
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 58
- -1 Iodine ions Chemical class 0.000 claims description 55
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 39
- 235000019441 ethanol Nutrition 0.000 claims description 33
- 239000002609 medium Substances 0.000 claims description 30
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 28
- 239000000975 dye Substances 0.000 claims description 21
- 229910052739 hydrogen Inorganic materials 0.000 claims description 19
- 239000002904 solvent Substances 0.000 claims description 19
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims description 18
- 239000003795 chemical substances by application Substances 0.000 claims description 17
- 239000001257 hydrogen Substances 0.000 claims description 15
- 229910052751 metal Inorganic materials 0.000 claims description 15
- 239000002184 metal Substances 0.000 claims description 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 14
- 229910052740 iodine Inorganic materials 0.000 claims description 14
- 239000011630 iodine Substances 0.000 claims description 14
- 239000003755 preservative agent Substances 0.000 claims description 12
- 150000002431 hydrogen Chemical class 0.000 claims description 11
- MIMYTSWNVBMNRH-UHFFFAOYSA-N 1h-indol-6-amine Chemical compound NC1=CC=C2C=CNC2=C1 MIMYTSWNVBMNRH-UHFFFAOYSA-N 0.000 claims description 10
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 10
- 230000002335 preservative effect Effects 0.000 claims description 10
- 150000001450 anions Chemical class 0.000 claims description 9
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims description 9
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims description 9
- 229910052761 rare earth metal Inorganic materials 0.000 claims description 9
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims description 8
- 239000012736 aqueous medium Substances 0.000 claims description 8
- 238000005406 washing Methods 0.000 claims description 8
- 238000010186 staining Methods 0.000 claims description 7
- YPDHDSNSNZOPLI-UHFFFAOYSA-N 2,3-dimethyl-1h-indol-6-amine Chemical compound NC1=CC=C2C(C)=C(C)NC2=C1 YPDHDSNSNZOPLI-UHFFFAOYSA-N 0.000 claims description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 6
- FLJPGEWQYJVDPF-UHFFFAOYSA-L caesium sulfate Chemical compound [Cs+].[Cs+].[O-]S([O-])(=O)=O FLJPGEWQYJVDPF-UHFFFAOYSA-L 0.000 claims description 6
- NDVLTYZPCACLMA-UHFFFAOYSA-N silver oxide Chemical compound [O-2].[Ag+].[Ag+] NDVLTYZPCACLMA-UHFFFAOYSA-N 0.000 claims description 6
- UWLICOAZFWOHBB-UHFFFAOYSA-N 2,3,4-trimethyl-1h-indol-6-amine Chemical compound NC1=CC(C)=C2C(C)=C(C)NC2=C1 UWLICOAZFWOHBB-UHFFFAOYSA-N 0.000 claims description 5
- LUNUNJFSHKSXGQ-UHFFFAOYSA-N 4-Aminoindole Chemical compound NC1=CC=CC2=C1C=CN2 LUNUNJFSHKSXGQ-UHFFFAOYSA-N 0.000 claims description 5
- 241000195940 Bryophyta Species 0.000 claims description 5
- 229910052742 iron Inorganic materials 0.000 claims description 5
- 235000011929 mousse Nutrition 0.000 claims description 5
- 150000002826 nitrites Chemical class 0.000 claims description 5
- 239000002562 thickening agent Substances 0.000 claims description 5
- ZCBIFHNDZBSCEP-UHFFFAOYSA-N 1H-indol-5-amine Chemical compound NC1=CC=C2NC=CC2=C1 ZCBIFHNDZBSCEP-UHFFFAOYSA-N 0.000 claims description 4
- HNNBCCOZRKTNPE-UHFFFAOYSA-N 2-(1h-indol-6-ylamino)ethanol Chemical compound OCCNC1=CC=C2C=CNC2=C1 HNNBCCOZRKTNPE-UHFFFAOYSA-N 0.000 claims description 4
- SGNZYJXNUURYCH-UHFFFAOYSA-N 5,6-dihydroxyindole Chemical compound C1=C(O)C(O)=CC2=C1NC=C2 SGNZYJXNUURYCH-UHFFFAOYSA-N 0.000 claims description 4
- OQEFDAKRDJAGNV-UHFFFAOYSA-N 5-ethyl-2,3-dimethyl-1h-indol-6-amine Chemical compound C1=C(N)C(CC)=CC2=C1NC(C)=C2C OQEFDAKRDJAGNV-UHFFFAOYSA-N 0.000 claims description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 4
- 239000012028 Fenton's reagent Substances 0.000 claims description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 4
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 4
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims description 4
- 229910052802 copper Inorganic materials 0.000 claims description 4
- 239000010949 copper Substances 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 229910021645 metal ion Inorganic materials 0.000 claims description 4
- 239000012286 potassium permanganate Substances 0.000 claims description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- 239000004094 surface-active agent Substances 0.000 claims description 4
- WTFWZOSMUGZKNZ-UHFFFAOYSA-N 1H-indol-7-amine Chemical compound NC1=CC=CC2=C1NC=C2 WTFWZOSMUGZKNZ-UHFFFAOYSA-N 0.000 claims description 3
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 claims description 3
- OAIIKIWHCVTWKK-UHFFFAOYSA-N 2-methyl-1h-indol-6-amine Chemical compound C1=C(N)C=C2NC(C)=CC2=C1 OAIIKIWHCVTWKK-UHFFFAOYSA-N 0.000 claims description 3
- WEUDJIISQHERIR-UHFFFAOYSA-N 6-amino-2,3-dimethyl-1h-indol-5-ol Chemical compound NC1=C(O)C=C2C(C)=C(C)NC2=C1 WEUDJIISQHERIR-UHFFFAOYSA-N 0.000 claims description 3
- 229910052684 Cerium Inorganic materials 0.000 claims description 3
- 239000000443 aerosol Substances 0.000 claims description 3
- GWXLDORMOJMVQZ-UHFFFAOYSA-N cerium Chemical compound [Ce] GWXLDORMOJMVQZ-UHFFFAOYSA-N 0.000 claims description 3
- MGZTXXNFBIUONY-UHFFFAOYSA-N hydrogen peroxide;iron(2+);sulfuric acid Chemical compound [Fe+2].OO.OS(O)(=O)=O MGZTXXNFBIUONY-UHFFFAOYSA-N 0.000 claims description 3
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical class [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 229910001923 silver oxide Inorganic materials 0.000 claims description 3
- ODOJPFQQFJVNMD-UHFFFAOYSA-N 1-methylindol-4-amine Chemical compound C1=CC=C2N(C)C=CC2=C1N ODOJPFQQFJVNMD-UHFFFAOYSA-N 0.000 claims description 2
- MTZOSTDWLSSPHA-UHFFFAOYSA-N 1-methylindol-6-amine Chemical compound C1=C(N)C=C2N(C)C=CC2=C1 MTZOSTDWLSSPHA-UHFFFAOYSA-N 0.000 claims description 2
- SRBIHKSWFZJZFZ-UHFFFAOYSA-N 2,3-dimethyl-1h-indol-7-amine Chemical compound C1=CC=C2C(C)=C(C)NC2=C1N SRBIHKSWFZJZFZ-UHFFFAOYSA-N 0.000 claims description 2
- QGJCWKNNWOVPTJ-UHFFFAOYSA-N 2-methyl-1h-indole-5,6-diol Chemical compound OC1=C(O)C=C2NC(C)=CC2=C1 QGJCWKNNWOVPTJ-UHFFFAOYSA-N 0.000 claims description 2
- JHWIEAWILPSRMU-UHFFFAOYSA-N 2-methyl-3-pyrimidin-4-ylpropanoic acid Chemical compound OC(=O)C(C)CC1=CC=NC=N1 JHWIEAWILPSRMU-UHFFFAOYSA-N 0.000 claims description 2
- BXEBVNVYHDWTBN-UHFFFAOYSA-N 3-ethyl-2-methyl-1h-indol-6-amine Chemical compound NC1=CC=C2C(CC)=C(C)NC2=C1 BXEBVNVYHDWTBN-UHFFFAOYSA-N 0.000 claims description 2
- AKSRBVBAIYFYLR-UHFFFAOYSA-N 3-ethyl-2-methyl-1h-indol-7-amine Chemical compound C1=CC=C2C(CC)=C(C)NC2=C1N AKSRBVBAIYFYLR-UHFFFAOYSA-N 0.000 claims description 2
- MRBCJYBSVUJBOX-UHFFFAOYSA-N 3-methyl-1h-indol-6-amine Chemical compound NC1=CC=C2C(C)=CNC2=C1 MRBCJYBSVUJBOX-UHFFFAOYSA-N 0.000 claims description 2
- LWNAGZSIBQLHCV-UHFFFAOYSA-N 5-amino-2,3-dimethyl-1h-indol-6-ol Chemical compound OC1=C(N)C=C2C(C)=C(C)NC2=C1 LWNAGZSIBQLHCV-UHFFFAOYSA-N 0.000 claims description 2
- NVTAPSGYTBQTAQ-UHFFFAOYSA-N 6-amino-1h-indole-2-carboxylic acid Chemical compound NC1=CC=C2C=C(C(O)=O)NC2=C1 NVTAPSGYTBQTAQ-UHFFFAOYSA-N 0.000 claims description 2
- CZIMPBLCHLCNIW-UHFFFAOYSA-N 6-amino-2-methyl-1h-indol-5-ol Chemical compound OC1=C(N)C=C2NC(C)=CC2=C1 CZIMPBLCHLCNIW-UHFFFAOYSA-N 0.000 claims description 2
- LPEKGGXMPWTOCB-UHFFFAOYSA-N 8beta-(2,3-epoxy-2-methylbutyryloxy)-14-acetoxytithifolin Natural products COC(=O)C(C)O LPEKGGXMPWTOCB-UHFFFAOYSA-N 0.000 claims description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 2
- 229910052692 Dysprosium Inorganic materials 0.000 claims description 2
- 229910052688 Gadolinium Inorganic materials 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical group 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- UKFWSNCTAHXBQN-UHFFFAOYSA-N ammonium iodide Chemical class [NH4+].[I-] UKFWSNCTAHXBQN-UHFFFAOYSA-N 0.000 claims description 2
- CAMXVZOXBADHNJ-UHFFFAOYSA-N ammonium nitrite Chemical compound [NH4+].[O-]N=O CAMXVZOXBADHNJ-UHFFFAOYSA-N 0.000 claims description 2
- 150000003863 ammonium salts Chemical class 0.000 claims description 2
- 229910052792 caesium Inorganic materials 0.000 claims description 2
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 claims description 2
- 229910017052 cobalt Inorganic materials 0.000 claims description 2
- 239000010941 cobalt Substances 0.000 claims description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 2
- 239000006071 cream Substances 0.000 claims description 2
- 239000002270 dispersing agent Substances 0.000 claims description 2
- ODQWQRRAPPTVAG-GZTJUZNOSA-N doxepin Chemical compound C1OC2=CC=CC=C2C(=C/CCN(C)C)/C2=CC=CC=C21 ODQWQRRAPPTVAG-GZTJUZNOSA-N 0.000 claims description 2
- KBQHZAAAGSGFKK-UHFFFAOYSA-N dysprosium atom Chemical compound [Dy] KBQHZAAAGSGFKK-UHFFFAOYSA-N 0.000 claims description 2
- CFRRQTCJDBVMJF-UHFFFAOYSA-N ethyl 6-amino-1h-indole-2-carboxylate Chemical compound C1=C(N)C=C2NC(C(=O)OCC)=CC2=C1 CFRRQTCJDBVMJF-UHFFFAOYSA-N 0.000 claims description 2
- 230000001747 exhibiting effect Effects 0.000 claims description 2
- UIWYJDYFSGRHKR-UHFFFAOYSA-N gadolinium atom Chemical compound [Gd] UIWYJDYFSGRHKR-UHFFFAOYSA-N 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000001041 indolyl group Chemical group 0.000 claims description 2
- 229940035429 isobutyl alcohol Drugs 0.000 claims description 2
- 239000006210 lotion Substances 0.000 claims description 2
- 229940057867 methyl lactate Drugs 0.000 claims description 2
- FYOXZNFGZDHMLO-UHFFFAOYSA-N n-methyl-1h-indol-4-amine Chemical compound CNC1=CC=CC2=C1C=CN2 FYOXZNFGZDHMLO-UHFFFAOYSA-N 0.000 claims description 2
- UEESXYFZHDVDQK-UHFFFAOYSA-N n-methyl-1h-indol-6-amine Chemical compound CNC1=CC=C2C=CNC2=C1 UEESXYFZHDVDQK-UHFFFAOYSA-N 0.000 claims description 2
- HLJWMCUZPYEUDI-UHFFFAOYSA-L sodium hyponitrite Chemical compound [Na+].[Na+].[O-]N=N[O-] HLJWMCUZPYEUDI-UHFFFAOYSA-L 0.000 claims description 2
- 230000008961 swelling Effects 0.000 claims description 2
- AQLJVWUFPCUVLO-UHFFFAOYSA-N urea hydrogen peroxide Chemical compound OO.NC(N)=O AQLJVWUFPCUVLO-UHFFFAOYSA-N 0.000 claims description 2
- YADSGOSSYOOKMP-UHFFFAOYSA-N dioxolead Chemical compound O=[Pb]=O YADSGOSSYOOKMP-UHFFFAOYSA-N 0.000 claims 4
- KJWHNCIWSFQFCA-UHFFFAOYSA-N 2,3,4,5-tetramethyl-1h-indol-6-amine Chemical compound NC1=C(C)C(C)=C2C(C)=C(C)NC2=C1 KJWHNCIWSFQFCA-UHFFFAOYSA-N 0.000 claims 2
- XNSWRDUVROVTII-UHFFFAOYSA-N 2,3,7-trimethyl-1h-indol-6-amine Chemical compound NC1=CC=C2C(C)=C(C)NC2=C1C XNSWRDUVROVTII-UHFFFAOYSA-N 0.000 claims 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 2
- 229940006461 iodide ion Drugs 0.000 claims 2
- 230000000737 periodic effect Effects 0.000 claims 2
- XOVMMAWNQMPAGS-UHFFFAOYSA-N 2,3,6-trimethylindol-6-amine Chemical compound CC1(N)C=CC2=C(C)C(C)=NC2=C1 XOVMMAWNQMPAGS-UHFFFAOYSA-N 0.000 claims 1
- LJQYYLOZUJFNTE-UHFFFAOYSA-N 5-chloro-2,3-dimethyl-1h-indol-6-amine Chemical compound NC1=C(Cl)C=C2C(C)=C(C)NC2=C1 LJQYYLOZUJFNTE-UHFFFAOYSA-N 0.000 claims 1
- HCEMKGQZGFMWEJ-UHFFFAOYSA-N 6-methoxy-2,3-dimethyl-1h-indol-5-amine Chemical compound C1=C(N)C(OC)=CC2=C1C(C)=C(C)N2 HCEMKGQZGFMWEJ-UHFFFAOYSA-N 0.000 claims 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims 1
- 229910052769 Ytterbium Inorganic materials 0.000 claims 1
- 229910001516 alkali metal iodide Inorganic materials 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 229910021529 ammonia Inorganic materials 0.000 claims 1
- 230000003750 conditioning effect Effects 0.000 claims 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 claims 1
- 125000005909 ethyl alcohol group Chemical group 0.000 claims 1
- 239000003205 fragrance Substances 0.000 claims 1
- 125000003827 glycol group Chemical group 0.000 claims 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- 229910052709 silver Inorganic materials 0.000 claims 1
- 239000004332 silver Substances 0.000 claims 1
- NAWDYIZEMPQZHO-UHFFFAOYSA-N ytterbium Chemical compound [Yb] NAWDYIZEMPQZHO-UHFFFAOYSA-N 0.000 claims 1
- 239000011248 coating agent Substances 0.000 abstract description 9
- 238000000576 coating method Methods 0.000 abstract description 9
- 239000007864 aqueous solution Substances 0.000 abstract description 5
- 239000000047 product Substances 0.000 description 75
- 238000004458 analytical method Methods 0.000 description 49
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 42
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 30
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 27
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 19
- 238000002844 melting Methods 0.000 description 19
- 230000008018 melting Effects 0.000 description 19
- 238000004519 manufacturing process Methods 0.000 description 15
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 13
- JQWHASGSAFIOCM-UHFFFAOYSA-M sodium periodate Chemical compound [Na+].[O-]I(=O)(=O)=O JQWHASGSAFIOCM-UHFFFAOYSA-M 0.000 description 13
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 12
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 12
- 239000002244 precipitate Substances 0.000 description 11
- 239000000243 solution Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- 238000001035 drying Methods 0.000 description 9
- 229930182470 glycoside Natural products 0.000 description 9
- 238000005259 measurement Methods 0.000 description 8
- 230000001590 oxidative effect Effects 0.000 description 8
- 238000010992 reflux Methods 0.000 description 8
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 6
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 6
- 229910052737 gold Inorganic materials 0.000 description 6
- 239000010931 gold Substances 0.000 description 6
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 6
- 244000007835 Cyamopsis tetragonoloba Species 0.000 description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 5
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 5
- 235000013772 propylene glycol Nutrition 0.000 description 5
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- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/10—Preparations for permanently dyeing the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
- A61K8/492—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid having condensed rings, e.g. indol
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
- Indole Compounds (AREA)
- Coloring (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8913788 | 1989-10-20 | ||
| FR8913788A FR2653332A1 (fr) | 1989-10-20 | 1989-10-20 | Procedes de teinture des fibres keratiniques avec des amino indoles, compositions et dispositifs de mise en óoeuvre. |
| FR9003436A FR2659552B2 (fr) | 1989-10-20 | 1990-03-16 | Procede de teinture des fibres keratiniques avec des aminoindoles, composition et dispositif de mise en óoeuvre. |
| FR9003436 | 1990-03-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH03193724A true JPH03193724A (ja) | 1991-08-23 |
Family
ID=26227614
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2281749A Pending JPH03193724A (ja) | 1989-10-20 | 1990-10-19 | アミノインドールを用いるケラチン質繊維の組成物 |
Country Status (11)
| Country | Link |
|---|---|
| EP (1) | EP0425345B1 (zh) |
| JP (1) | JPH03193724A (zh) |
| KR (1) | KR910007499A (zh) |
| CN (1) | CN1051669A (zh) |
| AT (1) | ATE111343T1 (zh) |
| AU (1) | AU652346B2 (zh) |
| BR (1) | BR9005287A (zh) |
| CA (1) | CA2028046A1 (zh) |
| DE (1) | DE69012506T2 (zh) |
| ES (1) | ES2058852T3 (zh) |
| FR (1) | FR2659552B2 (zh) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH07508271A (ja) * | 1992-06-25 | 1995-09-14 | ロレアル | インドールまたはインドリンの誘導体，過酸化水素およびパーオキシダーゼによるケラチン繊維の染色方法 |
| JP2004123759A (ja) * | 2004-01-13 | 2004-04-22 | Kao Corp | 染毛剤組成物 |
| JP2010536846A (ja) * | 2007-08-17 | 2010-12-02 | エルジー・ライフ・サイエンシーズ・リミテッド | 細胞壊死阻害剤としてのインドール及びインダゾール化合物 |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5752982A (en) * | 1991-03-28 | 1998-05-19 | L'oreal | Methods for dyeing keratinous fibers with compositions which contain aminoindole couplers, oxidation dye precursors, and oxidizing agents at acid pHs |
| FR2674431A1 (fr) * | 1991-03-28 | 1992-10-02 | Oreal | Procede de teinture des fibres keratiniques avec des aminoindoles, a ph acide et compositions mises en óoeuvre. |
| FR2675380A1 (fr) * | 1991-04-18 | 1992-10-23 | Oreal | Procede de teinture des fibres keratiniques avec des aminoindoles, a ph basique, compositions mises en óoeuvre et nouveaux composes. |
| US5938792A (en) * | 1991-04-18 | 1999-08-17 | L'oreal | Process for dyeing keratinous fibers with aminoindoles and oxidation dye precursors at basic Ph's and dyeing agents |
| AU4105993A (en) * | 1992-04-29 | 1993-11-29 | Bristol-Myers Squibb Company | Hair dyeing compositions comprised of 5,6-dihydroxyindole and a chlorite oxidant and methods of dyeing therewith |
| FR2722687A1 (fr) * | 1994-07-22 | 1996-01-26 | Oreal | Utilisation de gomme de guar dans des compositionsnon rincees pour la teinture des fibres keratiniques et procede de teinture |
| US5792220A (en) * | 1997-05-16 | 1998-08-11 | Bristol-Myers Squibb Company | Dyeing hair with melanin procursors in the presence of iodate and peroxide |
| US20100074949A1 (en) | 2008-08-13 | 2010-03-25 | William Rowe | Pharmaceutical composition and administration thereof |
| EP2489659B1 (en) * | 2004-06-24 | 2017-12-13 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-binding cassette transporters |
| ES2790700T3 (es) | 2005-12-28 | 2020-10-28 | Vertex Pharma | Composiciones farmacéuticas de la forma amorfa de N-[2,4-bis(1,1-dimetiletil)-5-hidroxifenil]-1,4-dihidro-4-oxoquinolin-3-carboxamida |
| BRPI1011506B8 (pt) | 2009-03-20 | 2021-05-25 | Vertex Pharma | processo para a fabricação de moduladores de regulador de condutância de transmembrana de fibrose cística |
| FR2968970B1 (fr) | 2010-12-17 | 2021-09-03 | Oreal | Composition tinctoriale comprenant au moins 4 precurseurs de coloration dont au moins une base d'oxydation et au moins un coupleur |
| FR2969151B1 (fr) | 2010-12-17 | 2016-11-04 | Oreal | Derives du 4-amino et leur utilisation pour la coloration d'oxydation des fibres keratiniques. |
| FR2968963B1 (fr) | 2010-12-17 | 2013-04-12 | Oreal | Composition tinctoriale comprenant une base d'oxydation para-phenylene diamine secondaire et un coupleur 4-amino indole |
| CN104470518A (zh) | 2012-02-27 | 2015-03-25 | 沃泰克斯药物股份有限公司 | 药物组合物及其施用 |
| WO2016057730A1 (en) | 2014-10-07 | 2016-04-14 | Strohmeier Mark | Co-crystals of modulators of cystic fibrosis transmembrane conductance regulator |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63183521A (ja) * | 1986-11-21 | 1988-07-28 | レプリゲン コーポレーション | 染料前駆物質としてのヒドロキシル化インドール類の使用 |
| JPH01199906A (ja) * | 1987-12-18 | 1989-08-11 | L'oreal Sa | ケラチン繊維の染色方法および染色用組成物 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4013404A (en) * | 1970-12-06 | 1977-03-22 | American Cyanamid Company | Method of dyeing hair with indolines, indoles and indazoles |
| LU87113A1 (fr) * | 1988-01-26 | 1989-08-30 | Oreal | Procede de teinture des fibres keratiniques et composition de teinture mettant en oeuvre du 5,6-dihydroxyindole,un colorant quinonique et iodure |
| LU87256A1 (fr) * | 1988-06-21 | 1990-02-28 | Oreal | Procedes de teinture de fibres keratiniques a base de 5,6-dihydroxyindole et d'au moins un sel de terre rare et compositions de mise en oeuvre |
-
1990
- 1990-03-16 FR FR9003436A patent/FR2659552B2/fr not_active Expired - Lifetime
- 1990-10-18 AT AT90402927T patent/ATE111343T1/de not_active IP Right Cessation
- 1990-10-18 DE DE69012506T patent/DE69012506T2/de not_active Expired - Fee Related
- 1990-10-18 EP EP90402927A patent/EP0425345B1/fr not_active Expired - Lifetime
- 1990-10-18 ES ES90402927T patent/ES2058852T3/es not_active Expired - Lifetime
- 1990-10-19 JP JP2281749A patent/JPH03193724A/ja active Pending
- 1990-10-19 AU AU64790/90A patent/AU652346B2/en not_active Ceased
- 1990-10-19 BR BR909005287A patent/BR9005287A/pt unknown
- 1990-10-19 KR KR1019900016721A patent/KR910007499A/ko not_active Application Discontinuation
- 1990-10-19 CA CA002028046A patent/CA2028046A1/fr not_active Abandoned
- 1990-10-20 CN CN90109508A patent/CN1051669A/zh active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63183521A (ja) * | 1986-11-21 | 1988-07-28 | レプリゲン コーポレーション | 染料前駆物質としてのヒドロキシル化インドール類の使用 |
| JPH01199906A (ja) * | 1987-12-18 | 1989-08-11 | L'oreal Sa | ケラチン繊維の染色方法および染色用組成物 |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH07508271A (ja) * | 1992-06-25 | 1995-09-14 | ロレアル | インドールまたはインドリンの誘導体，過酸化水素およびパーオキシダーゼによるケラチン繊維の染色方法 |
| JP2004123759A (ja) * | 2004-01-13 | 2004-04-22 | Kao Corp | 染毛剤組成物 |
| JP2010536846A (ja) * | 2007-08-17 | 2010-12-02 | エルジー・ライフ・サイエンシーズ・リミテッド | 細胞壊死阻害剤としてのインドール及びインダゾール化合物 |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2659552A2 (fr) | 1991-09-20 |
| BR9005287A (pt) | 1991-09-17 |
| CA2028046A1 (fr) | 1991-04-21 |
| EP0425345A1 (fr) | 1991-05-02 |
| AU6479090A (en) | 1991-04-26 |
| KR910007499A (ko) | 1991-05-30 |
| DE69012506D1 (de) | 1994-10-20 |
| CN1051669A (zh) | 1991-05-29 |
| ATE111343T1 (de) | 1994-09-15 |
| FR2659552B2 (fr) | 1994-11-04 |
| AU652346B2 (en) | 1994-08-25 |
| ES2058852T3 (es) | 1994-11-01 |
| EP0425345B1 (fr) | 1994-09-14 |
| DE69012506T2 (de) | 1995-01-12 |
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